101 Thought-Provoking Questions That Will Help You Break The Ice

Truman Capote was a witty guy. Famous for his conversational prowess and slightly ridiculous accent. He once said: “A conversation is a dialogue, not a monologue. That’s why there are so few good conversations: due to scarcity, two intelligent talkers seldom meet.”

If a Pulitzer Prize winning journalist is doubtful about the potential for a good conversation, the rest of us is screwed, right? I mean, it’s crazy how difficult it is to hold a genuine conversation. On top of that, it’s really easy to stress out if the thoughts that you are having are really important.

What if there will be an awkward silence? What if you say something stupid?

I compiled a list of 101 questions that will help you break the ice in any type of circumstance and with any type of person. Are you ready to start talking?